Journal
ORGANIC LETTERS
Volume 23, Issue 16, Pages 6429-6434Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02252
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Funding
- Spanish Ministry Science and Innovation
- FEDER [CTQ2017-88496R]
- la Caixa Foundation
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A previously unreported meso form of the catalysts was discovered during the upscaling process. A new scalable route was developed to prevent epimerization of the lactamide arms, leading to more effective and time-saving syntheses of the precatalysts. The catalysts obtained from these procedures have been utilized in published reactions, achieving the highest enantiomeric excess ever reported.
In the course of upscaling the synthesis of enantiopure aryliodine precatalysts, we detected an unreported meso form of the catalysts for the first time. A new scalable route was developed to avoid epimerization of the lactamide arms, providing syntheses of the precatalysts that are both more effective and much less time-consuming. The catalysts obtained with these synthetic procedures have been employed in some published reactions, reaching the maximum ee ever reported.
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